Quick access to druglike heterocycles: facile silver-catalyzed one-pot multicomponent synthesis of aminoindolizines

Yaguang Bai; Jing Zeng; Jimei Ma; Bala Kishan Gorityala; Xue-Wei Liu

doi:10.1021/cc100086h

Quick access to druglike heterocycles: facile silver-catalyzed one-pot multicomponent synthesis of aminoindolizines

J Comb Chem. 2010 Sep 13;12(5):696-9. doi: 10.1021/cc100086h.

Authors

Yaguang Bai¹, Jing Zeng, Jimei Ma, Bala Kishan Gorityala, Xue-Wei Liu

Affiliation

¹ Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore.

PMID: 20831266
DOI: 10.1021/cc100086h

Abstract

A direct and efficient approach to 1-aminoindolizines through three-component one-pot reaction of heteroaryl aldehydes, secondary amines, and terminal alkynes catalyzed by AgBF(4) has been developed. Desired products were obtained in moderate to excellent yields. Similar aminoindolizines products were afforded from trimethylsilyl protected alkyne substrates as well. This methodology provides a rapid access to construct a diversity-oriented library of indolizines.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aldehydes / chemistry
Alkynes / chemistry
Amines / chemistry
Catalysis
Combinatorial Chemistry Techniques*
Heterocyclic Compounds / chemical synthesis*
Heterocyclic Compounds / chemistry
Indolizines / chemical synthesis*
Indolizines / chemistry
Molecular Structure
Organometallic Compounds / chemistry*
Silver / chemistry*
Stereoisomerism

Substances

Aldehydes
Alkynes
Amines
Heterocyclic Compounds
Indolizines
Organometallic Compounds
Silver